Apartment vacation rentals in New Windsor

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Top-rated apartment rentals in New Windsor

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright bedroom features a spacious bed with crisp linens and a patterned rug. Two windows allow natural light to fill the room, complemented by neutral wall tones. A bedside table holds decorative items, and a potted plant adds a touch of greenery.
Apartment in Cornwall-on-Hudson
4.94 out of 5 average rating, 151 reviews

Quaint Apartment in Cornwall on Hudson

Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

Guest favorite
The log cabin is set amidst lush greenery and trees, featuring a sloped lawn that leads to the entrance. Solar panels adorn the roof, while diverse plant life and landscaping surround the home, creating a harmonious blend with nature.
Apartment in Philipstown
4.9 out of 5 average rating, 270 reviews

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Guest favorite
A stained glass window adorns the top of the image, displaying intricate patterns in soft colors. Below, a large window frames a serene view of the Hudson River, with a cargo ship gliding across the water. Mountains rise gently in the distance under a pastel sky.
Apartment in Newburgh
4.87 out of 5 average rating, 231 reviews

Riversong on Hudson - Private Full 2nd Floor

This 2nd floor sanctuary is not just a place to stay. Aside from the trains frequently passing nearby, Riversong is a pocket of peace, a window to breathtaking views, and a gateway to a historic city. In this light-filled abode, classic charm meets contemporary comfort. The living area, with a convenient, plush futon, offers space to relax or host an additional guest. Picture windows frame the outdoors, inviting you to gaze on the tranquil river and verdant tapestry of the landscape beyond.

Top guest favorite
Apartment in Holmes
5 out of 5 average rating, 120 reviews

Top Side

Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

Top guest favorite
The inviting interior features a well-lit living space with decorative wall sconces and a cozy seating area. A wooden table stands near a lush fern, while a TV is positioned on a mantel beneath framed artwork. Natural light enhances the space's warmth.
Apartment in Marlboro
4.99 out of 5 average rating, 179 reviews

Cozy Hudson Valley Retreat | 1800s Farmhouse

Come relax at our lovingly restored historic 1873 Marlboro Farmhouse centrally located between Beacon, New Paltz, Kingston, and West Point; and close to many local farms, orchards, wineries, and fantastic hiking trails. The farmhouse is split into three separate and private units. This listing is for the spacious 1400sq. ft 2 BR/2.5 bath unit that occupies the private second floor. This is NOT a party house. The only guests allowed on the property are the ones listed on the reservation.

Top guest favorite
Apartment in New Paltz
4.96 out of 5 average rating, 419 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Top guest favorite
A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.
Apartment in Marlboro Township
4.97 out of 5 average rating, 442 reviews

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Guest favorite
Apartment in Newburgh
4.89 out of 5 average rating, 259 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Top guest favorite
A wooden porch leads to a vibrant purple door, framed by light-colored trim. Potted red flowers add color to the entrance, while natural light filters through the nearby trees, highlighting the rustic charm of the space.
Apartment in Cornwall-on-Hudson
4.98 out of 5 average rating, 240 reviews

Charming Efficiency

Newly refurbished efficiency apartment. Full kitchen, new appliances. Comfy space with queen bed and shower in bathroom. Short stroll to coffee bar & all of Cornwall! 3 miles to West Point. Ten minute drive to Storm King, Dia in Beacon, restaurants on the Hudson River. LOTS of hiking options, wine trails and exploring the Hudson Valley. Woodbury Commons is 10 miles for those who prefer shopping! Happy to help with dinner reservations & help to make your stay memorable! Pet friendly.

Guest favorite
The living and dining area features a cozy leather couch, a circular dining table with four chairs, and large windows allowing natural light. Decorative leaf prints adorn the walls. A coffee table sits in the center of the space, creating a welcoming atmosphere.
Apartment in Beacon
4.86 out of 5 average rating, 702 reviews

Newly Restored 2BR

Designer 2BR in historic 1870 brick building with shared backyard oasis (covered lounges, fire pit, creek views). Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main Street and the Roundhouse waterfall in 10 min. Design by Hudson Valley fixture Simone Eisold and art by Guggenheim Fellowship winning photographer Amanda Means. Two dedicated parking spots. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon vistas! [Permit: 2024-0027-STR]

Top guest favorite
The studio features large windows with yellow curtains, allowing natural light to fill the space. A cozy seating area with a blue sofa and yellow cushions is displayed, alongside a sleek dining table. A spacious bed is framed against the wall, with modern artwork adding character.
Apartment in Beacon
4.96 out of 5 average rating, 715 reviews

Luxe Loft 2 on Main St. Views! Steam Shower! W/D

Luxe Studio # 2: Modern, clean & bright studio in the best location on Main Street Beacon! Everything at your doorstep: Restaurants, breweries,shopping, galleries, hiking. Walking distance to Metro North train & DIA Museum. Indulge in the unforgettable steam shower perfect after a day of hiking & sightseeing! Designed for your comfort and convenience. Coffee, tea & bottled water provided, full kitchen, luxurious bed & linens. Excellent location for exploring the Hudson Valley

Guest favorite
A bedroom features a spacious bed with neutral-toned bedding and decorative pillows. A small bedside table holds a clock, while a light fixture hangs above. The room is brightened by natural light streaming through a window with blinds, contrasting with the warm wooden floor and white walls.
Apartment in Newburgh
4.92 out of 5 average rating, 513 reviews

Riverview Rowhouse, a vintage modern home

Stylishly renovated 1890 Rowhouse in Newburgh's up-and-coming Washington Heights District. Enjoy your morning coffee with views of the Hudson River and Mountains. Just 75 minutes from NYC, this home is a short drive to the Newburgh Waterfront and Liberty Street's hip new shops and restaurants such as Ms. Fairfax, The Flour Shop, Liberty Street Bistro, Mama Roux, The Newburgh Brewery, and more. Close proximity to the Beacon Ferry and a short drive to the Beacon train station.

Popular amenities for New Windsor apartment rentals

Quick stats about apartment rentals in New Windsor

  • Total vacation rentals

    Explore 20 vacation rentals in New Windsor

  • Nightly prices starting at

    New Windsor vacation rentals start at G$12,551 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,460 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of New Windsor vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across New Windsor rentals

  • 4.8 Average rating

    New Windsor stays are highly rated by guests—averaging 4.8 out of 5!